20+ Eye-Opening Scenarios to Try with a Comprehensive Retirement Planning Tool!

There is so much more to retirement planning than having enough savings. And, you have more options than you think when it comes to having a secure retirement. A comprehensive retirement planning tool will enable you to try different retirement scenarios – exploring infinite possibilities between working, saving, investing, spending, leaving something behind, and more.

There are literally hundreds of different variables that can dramatically impact your wealth, retirement date, estate value, and retirement security.

Below are 20 retirement plan categories with lots of different ideas for scenarios to try using a comprehensive retirement planning tool. As you experiment with these ideas for your finances, you will be able to:

• Assess the trade-offs of each possibility
• Make more informed decisions about your finances
• Mix and match different options for a stronger, more secure plan for your future

A Simple Retirement Calculator Won’t Help: You Need a Comprehensive Planning Tool

You can try any of the ideas listed below in a few of the detailed and comprehensive retirement planners that are available online. However, a simple retirement calculator won’t work for running most of the following scenarios.

The Boldin Retirement Planner is the most comprehensive online tool and is the only option that enables everything listed here and more. This tool has the added benefit of giving you real-time feedback on each and every change you make to your plan. Whenever you alter a piece of your information, the system calculates how that change impacts your:

• Out of Savings Age: The age at which you will have used up all of your savings
• Estate: Your estate is the value of your projected assets and projected home equity, calculated for your stated life expectancy.
• Taxes: Your lifetime state and federal tax liability.
• Projected Income, Expenses, and Savings Balances: See how your income, expenses and savings change over time.
• And so much more.

Create a new scenario or change an existing one

With the Boldin Retirement Planner, you have two options when trying “what ifs” in your plan. You can:

• Create a whole new scenario and compare that possibility side by side with your baseline or another plan. (Available to PlannerPlus subscribers.)
• Try out the changes in your Baseline plan and toggle back and forth between different inputs, evaluating the information shown on the right-hand side of the screen and navigating to Insights to assess the impact of different changes.

20 Scenarios to Run with the Boldin Retirement Planner

Running through these popular retirement planning scenarios will increase your planning know-how and build your confidence for achieving a secure future.

1. Run Scenarios on Retirement Age and Work Income

Let’s start with the obvious: running scenarios on when you are going to retire. Most retirement calculators ask you to enter your “retirement date.”

However, retirement age just doesn’t mean that much anymore. The reality for most of us is that we either transition toward retirement by going part time or we retire and then get some kind of retirement job. Others take a break from work and then resume in some capacity a year or two later.

Run scenarios where you:

• Try out different retirement dates. (With Boldin, you can set your retirement date to be used for various income and savings streams, then simply change your retirement date in one place and see the overall impact on your plan.)
• Consider the implications of setting different levels of work income for different periods of your life and play with those variables. Might you go part-time before fully retiring? Or, have a retirement job?
• If not yet retired, you should also see what happens if you were to unexpectedly lose your job or not be able to work due to a health issue – both of which are fairly common scenarios.

2. Run Scenarios on Your Longevity

There is a big difference between how much you need to retire securely if you live until age 75 vs living until age 95 or longer.

However, most retirement calculators use average life expectancy and don’t let you deviate from that at all, even though the average life expectancy is essentially meaningless to most of us. Half of us will live longer than average, and half of us will not live that long.

When planning your retirement, you should probably use your best-case longevity age – the longest you think you might live. You could also try a longevity calculator to get a more personalized estimate.

3. Plot Lifetime Tax Strategies

Taxes are one of the primary areas of retirement planning where small, proactive moves can have a major long-term payoff. 

Try running scenarios that help you:

• Coordinate withdrawals. Compare a Traditional withdrawal order in your plan (e.g. from taxable, tax-deferred, then Roth accounts) to a Customized withdrawal order to see which approach helps you minimize total taxes paid.
• Manage income across brackets. Explore how shifting Roth conversions across tax years, for example, affects your lifetime federal and state taxes. 
• Determine an appropriate tax allocation. See how diversifying account types today can give you more flexibility for managing taxable income later.

If you are interested in reducing your tax burden, be sure to investigate the Tax Insights. Look for opportunities to reduce taxable income in certain high-tax years. Effective tax planning isn’t about minimizing taxes in a single year, but rather managing your taxable income across decades to improve your overall financial outcomes.

4. Try Different Options for Your Social Security Start Age

Most people don’t realize just how valuable waiting to start Social Security is to their retirement security.

If you have not already started your benefits, you should definitely look up how much you will get at different ages and plug those numbers into a comprehensive retirement planner. Most people are really surprised by how much the delay can positively impact your financial well being throughout retirement.

And, if you are married, try different starting ages for both yourself and your spouse. Additionally, you will want to look at what happens to your plan if the higher earner defers the start of benefits as long as possible up until the maximum retirement age of 70. Don’t focus on who is older. Or, who retires first. The key is to make sure the highest earner grabs the highest possible payout. This is probably the single smartest retirement decision married couples can make.

5. Compare Optimistic, Average, and Pessimistic Outcomes (Plus Monte Carlo Predictions)

There is no predicting the future with total accuracy. When planning, you need to try to anticipate the unknown, prepare for a range of outcomes, and be nimble when things don’t turn out the way you thought they would.

The Boldin Retirement Planner can help you with this in two basic ways. You can:

• Compare optimistic, pessimistic, and average outcomes. The easiest way to do this is to navigate to the Scenario Manager and then select “Forecast Comparison.” See how well you fare across the range of assumptions.
• Dig into the Monte Carlo analysis. Most of the projections you see in the Planner use a set of assumptions and project forward in a linear way. However, the Retirement Chance of Retirement Success and the Monte Carlo Explorer do a variable analysis. For Monte Carlo, we run 1,000 simulations (randomizing and varying values for a more realistic projection that accounts for market ups and downs) to determine a realistic range for your projected savings outcomes.

Both methodologies have merit, and it is useful to explore both. And, you can toggle to your optimistic, pessimistic, or average forecast and assess your Monte Carlo projection using those sets of assumptions.

6. Run Scenarios on Savings Rates

If you are not yet retired, it can be really motivating to model saving even just a bit more each year.

• The Boldin system lets you set different savings rates for different periods of time. It can be interesting to experiment with when you might get a raise and add all of that extra income, or just a portion of it, to your savings. Or, can you increase your savings rate by a certain percentage each year?
• You can also experiment with saving to after-tax or pre-tax savings.
• You can also specify employer matching if your company is contributing to your savings.
• Be sure to also enter any times when you might be able to add a lump-sum one-time contribution to your savings. Will you get a tax refund? Expecting an inheritance?

7. Run Retirement Scenarios on Expenses

Playing with different spending rates can be the best way to strengthen your financial future. Can you cut costs? What happens if you spend more and take that round-the-world cruise?

Consider playing with the following scenarios:

• Try thinking in 5-year increments and estimate how much you might be spending in each time period.
• Budget based on the phases of retirement:
  • In the first phase of retirement, you might be spending more money than when you were working
  • As you get older, your spending may slow down
  • In late retirement, you may be spending much less than you are now on monthly expenses (though your healthcare spending is likely to spike.)
• Predict big one-time expenses. Maybe document money for a big trip, education for children, a second home, or other.
• Get really detailed about how much you predict to spend in different budgeting categories.
• Document just what you genuinely need to spend (not including wants).

It can be very interesting to model spending using different methods and compare results. For more ideas, explore 9 tips for predicting retirement expenses.

8. Run Roth Conversion Scenarios

You might also look at modeling a Roth conversion to assess the impact of this option.

A Roth conversion is when you take money that you have in a traditional 401(k) or IRA account and move it into a Roth 401(k) or IRA.

When you do this, you will need to pay taxes on the money you withdraw. However, any future gains will grow tax-free. Learn more about the pros and cons of Roth conversions and how to use Boldin to model future conversions.

9. If You Have a Pension, Compare Your Options

Not all retirement calculators allow you to enter pension income.

If you are lucky enough to have a pension, you should definitely use a calculator that allows you to document pension income, including COLA adjustments, tax status of benefits and survivor benefits.

You will probably also want to compare getting a lump sum vs. a monthly benefit.

10. Run Different Housing Scenarios

For most people, their home is their asset with the greatest value. However, only a few think through scenarios of how and when to tap their home equity to help with retirement expenses.

Here are a few future changes to housing that you might want to try out:

• Refinancing your mortgage
• Accelerating your mortgage payments (paying more each month)
• Downsizing or upsizing – either at retirement or at some point in the future
• Getting a reverse mortgage
• Renting out a portion of your home
• Relocating to a different state

11. Run Scenarios on Your Credit Card, Medical, and Other Debt

If you are near retirement age and have other debt (credit card, medical, auto loan, etc), then you might want to think of ways to accelerate paying off these liabilities.

• You can enter each debt separately and try different monthly payment amounts.
• Model consolidating debt into a lower-interest option
• Try the Debt Payoff Explorer to determine the right option for you

Explore 13 tips for retirement debt.

12. Medical Expenses

Medical expenses are HUGE for everyone. Fidelity estimates that the out-of-pocket costs for an average retired couple aged 65 in 2025 will be $330,000.

Different retirement planning calculators have different ways of dealing with medical costs. The Boldin system helps you to create a personalized estimate by using your health status, location, type of coverage, and other factors that impact your costs.

13. Try Out Different Inflation Rates

Like medical expenses, inflation can be a really big factor for your financial security.

Inflation is a term used to describe the increase in the general prices of goods and services. Inflation describes price increases. For example, If a loaf of bread costs $1 and inflation is at 3%, then the cost increases to $1.03.

Over the last 50 years, inflation rates have ranged between a high of 13.5% in 1980 to a low of -.4 in 2009. (The more recent high was 9.1% in 2022.) You should definitely try different inflation rates in your plan and estimate how well you can weather highs and lows.

14. Assess for Excess Income and Accumulated Debt

When projecting income and expenses for 20-plus years into the future, it can be easy for these categories to get out of sync. You might have more income than expenses in some years and the opposite at other times.

The Boldin planning calculator lets you accumulate this debt. You can also see your excess income and decide how you want it applied.

Learn more about the excess income feature.

15. Assessing Different Scenarios for a Long-Term Care Need

According to the U.S. Department of Health and Human Services, long-term care is required for at least some period of time by the vast majority – a full 70% – of people over 65. However, most households underestimate the costs of long-term care and don’t have a good plan for this very big expense.

You should try out different scenarios in a retirement calculator to cover these costs:

• Relying on a family member to help you
• Purchasing long-term care insurance
• Using a deferred lifetime income annuity
• Tapping home equity
• Using up resources, then qualifying for Medicaid

16. See What Happens if You Receive (or Don’t Receive) an Inheritance or Other Source of Funding

Are you expecting to inherit funds? While you don’t want to count your chickens before they hatch, including a potential inheritance can have a significant impact on your future wealth and security.

If you are anticipating a future windfall, you can model scenarios with (and we advise without) the money.

17. Consider the Potential Death of a Spouse

If you are married, you aren’t just planning for yourself; you need your money to last for your spouse as well. The Planner models your future plan throughout the lifetime of the longest living spouse, but you can investigate and evaluate the full financial picture of the surviving partner with tips from this Help Center article.

And, Boldin can help evaluate the impact of the “widow/widower penalty” of higher taxes on the survivor in your plan.

18. Experiment with Investment Returns and Annuity Purchases

Investment returns are something many retirees are pretty worried about. Why not use a retirement calculator that lets you set returns for each account that you actually have? You should probably also play with different configurations.

What would happen to your overall plan if you were to:

• Construct a bucket approach with one account invested aggressively for long-term growth, another more conservatively, and a third very conservatively.
• Purchase a lifetime annuity to cover the difference between your guaranteed retirement income and your expenses.
• Earn high rates of returns or low. (The Boldin tool enables you to select model portfolios or customize rates of return for each account. Be sure to try different ranges.)

Model market downturns

Try the Market Risk Explorer to model a decade of poor returns, a 3-year sequence of bad returns, or create your own custom downturn. See how each impacts your Chance of Success and projected savings, so you can plan with confidence through market volatility.

19. Run Scenarios on Your Goals for Leaving an Inheritance

Most retirees hope to leave something behind for heirs. A good retirement calculator will help you see what might be a reasonable expectation and let you set goals for an inheritance.

Set an estate goal and see the impact on your Chance of Success.

20. Plan Your Dreams

One of the most rewarding scenarios to run is one in which you input exactly what you realistically want to happen in the future: dream vacations, a long life, relocation to be near the grandkids, an inheritance for your heirs, and more.

If it turns out to be realistic, congratulations. If you fall short financially, start working backward and making financial trade-offs to see how you might come closest to the future you dream of. Prioritize what is really important to you, and try different ways to make it work.

About the Boldin Comprehensive Retirement Planning Tool

The Boldin Retirement Planner is the most comprehensive retirement planning tool available online. It is designed for anyone who is worried about their retirement — especially people nearing the end of their careers or just beginning this stage of life. It is easy to get started, see a personalized assessment and find ways to strengthen your plan.

Best of all, your data is always saved, so it is easy to try different scenarios, make adjustments, and manage your finances moving forward.

This tool has been named a best retirement calculator by the American Association of Individual Investors, Forbes Magazine, The Center for Retirement Research at Boston College, CanIRetireyet, and many more.